Doggy Day Care in Williamsburg, Milwaukee, WI

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Top rated Williamsburg doggy day care sitters

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Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter
from
$30
per day
5 out of 5.0 stars
20 reviews
8 repeat clients
20 years of experience
Milwaukee, WI, 53213

Caitlin is wonderful with Mira! I am totally at ease when Mira is with her, and I am also happy for Mira to have such a fun and caring friend…:) 🐶🙋‍♀️🫶

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Kim H.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5 out of 5.0 stars
126 reviews
30 repeat clients
30 years of experience
Glendale, WI, 53217

Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.

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Angela S.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$35
per day
5 out of 5.0 stars
47 reviews
9 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!

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Jack P.
Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$44
per day
5 out of 4.9 stars
253 reviews
119 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan was great! She knew I was concerned that my sometimes reactive doggie might misbehave in a new place but Jan sent me an update right away to let me know she was doing well. She sent messages and pics throughout the day for reassurance, even though I didn’t ask her to.

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Pamela F.
Sitter Profile Image: Naomi M.
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Naomi M.
from
$38
per day
5 out of 5.0 stars
3 reviews
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!

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Jude S.
Sitter Profile Image: Marycruz A.
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Marycruz A.
from
$30
per day
5 out of 5.0 stars
6 reviews
2 repeat clients
3 years of experience
Downer Woods, Milwaukee, WI, 53211

Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!

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Thaya M.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
5 out of 4.9 stars
176 reviews
96 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.

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Calvin E.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$45
per day
5 out of 5.0 stars
143 reviews
63 repeat clients
40 years of experience
Glendale, WI, 53209

We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!

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Rachel B.
Sitter Profile Image: Lucas Y.
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Lucas Y.
Star Sitter
from
$27
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Murray Hill, Milwaukee, WI, 53211

I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!

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Britani H.
Sitter Profile Image: Vicki S.
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Vicki S.
Star Sitter
from
$27
per day
5 out of 5.0 stars
33 reviews
9 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

This was my first pet sitting experience, and my first time using Rover. Vicki was awesome and took great care of little Gracie. Her house was neat, and a good place for my little dog to hang out for the day.

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Mark L.
Sitter Profile Image: Ryan T.
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Ryan T.
Star Sitter
from
$32
per day
5 out of 5.0 stars
114 reviews
22 repeat clients
15 years of experience
Milwaukee, WI, 53217

Ryan is so wonderful with our puppy! He did an initial meet and greet and we instantly could tell her truly cares for pets. He was always extremely responsive and proactively provided updates through our pup’s stay - we knew she was in good hands. Thank you Ryan!

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Lexie L.
Sitter Profile Image: Amy T.
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Amy T.
from
$40
per day
5 out of 5.0 stars
12 reviews
1 repeat client
25 years of experience
Lower East Side, Milwaukee, WI, 53202

Amy and Ozzy were wonderful!

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Sara P.
Sitter Profile Image: Miranda E.
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Miranda E.
from
$40
per day
5 out of 5.0 stars
10 reviews
17 years of experience
Riverwest, Milwaukee, WI, 53212

Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!

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Tania G.
Sitter Profile Image: Tishara M.
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Tishara M.
from
$25
per day
5 out of 5.0 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend

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Cruza D.
Sitter Profile Image: Marisa C.
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Marisa C.
from
$60
per day
5 out of 5.0 stars
17 reviews
3 repeat clients
20 years of experience
Lower East Side, Milwaukee, WI, 53202

Marisa was very attentive to my pup during her stay. My dog doesn’t love new environments and gets anxious when separated from me and Marisa gave her her full attention and ensured she felt comfortable during her stay which I greatly appreciated. 10/10 recommend!

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Grace W.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$40
per day
5 out of 5.0 stars
17 reviews
5 repeat clients
4 years of experience
Lower East Side, Milwaukee, WI, 53202

Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.

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Sarah G.
Sitter Profile Image: Megan K.
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Megan K.
from
$50
per day
5 out of 5.0 stars
17 reviews
3 repeat clients
22 years of experience
Shorewood, WI, 53211

George was so happy when I picked him up! He fell asleep as soon as he got home and now is dreaming about his super long walk with Megan. I can tell that George had a wonderful day and Megan went the extra mile to make him eat his food even though he’s been fuzzy because of medication. I will definitely bring George back next time he needs a sitter.

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Julian B.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$30
per day
1 repeat client
7 years of experience
Murray Hill, Milwaukee, WI, 53211

About: My experience caring for dogs and cats will allow me to provide the best care for your pet while you can stay worry free at work, out of town, etc. I’m active and love to be out and about, and would love to help provide your pet with more activity time. I make communication with pet owners a priority so that you’re sure of the care being provided. Thanks for considering me and please contact me with any questions! I’m a virtual school psychologist, fully remote, which allows me to have great flexibility throughout the week to be able to care for your pets! I ensure pets are safe and comfortable in my care. I’m attentive to their needs and careful to follow owners’ instructions and guidelines. I’ve been described as reliable, trustworthy, helpful, and tidy.

Sitter Profile Image: Veronica W.
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Veronica W.
from
$35
per day
5 out of 5.0 stars
14 reviews
3 repeat clients
10 years of experience
Shorewood, WI, 53211

Veronica did a great job watching my dog for daycare and my pup absolutely adored her! She was super communicative and sent lots of updates and pictures. Definitely would book again!

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Thaya M.
Sitter Profile Image: Hattie G.
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Hattie G.
from
$38
per day
5 out of 5.0 stars
22 reviews
6 repeat clients
17 years of experience
Riverwest, Milwaukee, WI, 53212

Celeste, Hattie, and Alison took amazing care of my puppy! They sent pictures and updates throughout the stay and were so awesome to work with. 100% would definitely recommend them to anyone in need of a dog sitter. Thank you ladies so much!!

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Lauren D.
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Sitter Profile Image: Caitlin K.
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Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter

Dogs are life
Milwaukee, WI, 53213
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
20 reviews
8 repeat clients
Profile image

Caitlin is wonderful with Mira! I am totally at ease when Mira is with her, and I am also happy for Mira to have such a fun and caring friend…:) 🐶🙋‍♀️🫶

Availability updated today
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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Kim S.
Star Sitter

Never lived a day without a pet
Glendale, WI, 53217
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per day
5 out of 5.0 stars
126 reviews
30 repeat clients
Profile image

Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.

Availability updated 3 days ago
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
47 reviews
9 repeat clients
Profile image

Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!

Availability updated 7 days ago
Sitter Profile Image: Jan H.
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Sitter Profile Image: Jan H.
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Jan H.
Star Sitter

I am a pet lover; home full time
Whitefish Bay, WI, 53217
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per day
5 out of 4.9 stars
253 reviews
119 repeat clients
Profile image

Jan was great! She knew I was concerned that my sometimes reactive doggie might misbehave in a new place but Jan sent me an update right away to let me know she was doing well. She sent messages and pics throughout the day for reassurance, even though I didn’t ask her to.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Naomi M.
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Sitter Profile Image: Naomi M.
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Naomi M.

Energetic & Loving Dog Caretaker
Lower East Side, Milwaukee, WI, 53202
2.7 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$38
per day
5 out of 5.0 stars
3 reviews
Profile image

Naomi is great. I took a chance given she is new on Rover as she just moved to Milw. she was accommodating to set up a meet and greet a couple days before I needed day care for my pup. what is attentive and listened about my dog. Communicated and sent pictures throughout his day with her. My pup was well cared for and really liked her! sometimes it’s hard when there’s not a lot of reviews, but I am glad I took a chance and I highly recommend Naomi! THANK YOU NAOMI!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Marycruz A.
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Sitter Profile Image: Marycruz A.
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Marycruz A.

Dog Lover Lookin For More Snuggles
Downer Woods, Milwaukee, WI, 53211
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!

Availability updated 7 days ago
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 4.9 stars
176 reviews
96 repeat clients
Profile image

MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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Auria R.
Star Sitter

Home full time, LOVE dogs!!!
Glendale, WI, 53209
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5 out of 5.0 stars
143 reviews
63 repeat clients
Profile image

We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lucas Y.
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Sitter Profile Image: Lucas Y.
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Lucas Y.
Star Sitter

Experienced and Reliable Pet Care
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!

Availability updated 2 days ago
Sitter Profile Image: Vicki S.
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Sitter Profile Image: Vicki S.
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Vicki S.
Star Sitter

Your fur babies best friend!
Whitefish Bay, WI, 53217
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$27
per day
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

This was my first pet sitting experience, and my first time using Rover. Vicki was awesome and took great care of little Gracie. Her house was neat, and a good place for my little dog to hang out for the day.

Availability updated 13 days ago
Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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Ryan T.
Star Sitter

Work from home Dog Father
Milwaukee, WI, 53217
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per day
5 out of 5.0 stars
114 reviews
22 repeat clients
Profile image

Ryan is so wonderful with our puppy! He did an initial meet and greet and we instantly could tell her truly cares for pets. He was always extremely responsive and proactively provided updates through our pup’s stay - we knew she was in good hands. Thank you Ryan!

Availability updated 18 days ago
Sitter Profile Image: Amy T.
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Sitter Profile Image: Amy T.
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Amy T.

Work from home Dog-lover
Lower East Side, Milwaukee, WI, 53202
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
12 reviews
1 repeat client
Profile image

Amy and Ozzy were wonderful!

Availability updated today
Sitter Profile Image: Miranda E.
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Sitter Profile Image: Miranda E.
Verified Enhanced Background Check

Miranda E.

Dog&cat person🥰$20off->MIRANE78053
Riverwest, Milwaukee, WI, 53212
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
10 reviews
Profile image

Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!

Availability updated 13 days ago
Sitter Profile Image: Tishara M.
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Sitter Profile Image: Tishara M.
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Tishara M.

IHeartPets
Midtown, Milwaukee, WI, 53208
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend

Availability updated yesterday
Sitter Profile Image: Marisa C.
Verified Enhanced Background Check
Sitter Profile Image: Marisa C.
Verified Enhanced Background Check

Marisa C.

WFH with lots of love
Lower East Side, Milwaukee, WI, 53202
2.2 mi. away
Boarding, Doggy Day Care
from
$60
per day
5 out of 5.0 stars
17 reviews
3 repeat clients
Profile image

Marisa was very attentive to my pup during her stay. My dog doesn’t love new environments and gets anxious when separated from me and Marisa gave her her full attention and ensured she felt comfortable during her stay which I greatly appreciated. 10/10 recommend!

Availability updated 6 days ago
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check

Mikalanne T.
Star Sitter

Hi, my name is Mika! (They/them)
Lower East Side, Milwaukee, WI, 53202
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.

Availability updated 3 days ago
Sitter Profile Image: Megan K.
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Sitter Profile Image: Megan K.
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Megan K.
Rover 101

I'll walk, run, and play all day!
Shorewood, WI, 53211
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
17 reviews
3 repeat clients
Profile image

George was so happy when I picked him up! He fell asleep as soon as he got home and now is dreaming about his super long walk with Megan. I can tell that George had a wonderful day and Megan went the extra mile to make him eat his food even though he’s been fuzzy because of medication. I will definitely bring George back next time he needs a sitter.

Availability updated 7 days ago
Sitter Profile Image: Morgan S.
Verified Background Check
Sitter Profile Image: Morgan S.
Verified Background Check

Morgan S.

Active, fun, responsive care
Murray Hill, Milwaukee, WI, 53211
2.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
2 reviews
1 repeat client

I have two large, active huskies that require a lot of attention. They are fun loving and Morgan was able to provide them with all the love in the world! I can tell Morgan is a very genuine person who truly loves hanging out with pets. She is responsible and will treat your dogs like they are her own. I highly recommend her!

Availability updated 24 days ago
Sitter Profile Image: Veronica W.
Verified Enhanced Background Check
Sitter Profile Image: Veronica W.
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Veronica W.

Dog lover with flexible schedule
Shorewood, WI, 53211
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
14 reviews
3 repeat clients
Profile image

Veronica did a great job watching my dog for daycare and my pup absolutely adored her! She was super communicative and sent lots of updates and pictures. Definitely would book again!

Availability updated today
Sitter Profile Image: Hattie G.
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Sitter Profile Image: Hattie G.
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Hattie G.
Rover 101

An experienced, active dog lover!
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Celeste, Hattie, and Alison took amazing care of my puppy! They sent pictures and updates throughout the stay and were so awesome to work with. 100% would definitely recommend them to anyone in need of a dog sitter. Thank you ladies so much!!

Availability updated 3 days ago

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